Hillsboro Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Hillsboro vacation rentals

Dining

Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!

Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!
Harpers Ferry
10.0 out of 10, Exceptional, (92 reviews)
"Clean cozy cabin. Everything was clean and organized and easy to use. "
United States
John S.
The price is AED 598
AED 1,296 total
includes taxes & fees
30 Jun - 1 Jul
Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!
Exterior

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (78 reviews)
"Cozy home, great location, and kind and helpful host. Would like to stay again. "
United States
Matthew S.
The price is AED 251
AED 503 total
includes taxes & fees
9 Jul - 10 Jul
❤️ Secluded 1940s Romantic Tiny House on the River
Exterior

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Sharpsburg
9.8 out of 10, Exceptional, (204 reviews)
"This was an amazing experience to stay in a house that was here during the battle, look forward to may more visits while I see the place I love. "
United States
Dave W.
The price is AED 533
AED 642 total
includes taxes & fees
23 Jul - 24 Jul
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Exterior

Beautiful, Historic, Hiking, Biking and C&O Canal

Beautiful, Historic, Hiking, Biking and C&O Canal
Brunswick
10.0 out of 10, Exceptional, (24 reviews)
"The host was extremely welcoming and kind to us. We spent a week here and loved our stay. We are so grateful to have been able to stay here with Kim and Todd. "
United States
Christina H.
The price is AED 424
AED 738 total
includes taxes & fees
7 Jul - 8 Jul
Beautiful, Historic, Hiking, Biking and C&O Canal
Exterior

Cozy Getaway near Harper`s Ferry, C&O & Potomac

Cozy Getaway near Harper`s Ferry, C&O & Potomac
Brunswick
9.8 out of 10, Exceptional, (63 reviews)
"The apartment was cozy and just as described. Check-in was super easy and the owners were very responsive to any questions we had. Thanks for a super pleasant stay!"
United States
Candi M.
The price is AED 364
AED 658 total
includes taxes & fees
29 Jun - 30 Jun
Cozy Getaway near Harper`s Ferry, C&O & Potomac
Exterior

Historic Getaway near C&O Canal, hiking and biking

Historic Getaway near C&O Canal, hiking and biking
Brunswick
9.8 out of 10, Exceptional, (6 reviews)
"Clean, great location, and charming/updated space. Highly recommend! Host was super communicative and helpful!! "
United States
Kaitlin L.
The price is AED 485
AED 911 total
includes taxes & fees
28 Jun - 29 Jun
Historic Getaway near C&O Canal, hiking and biking
Interior

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Middletown
9.6 out of 10, Exceptional, (116 reviews)
"Good stay. Would visit again. "
United States
Lonnie F.
The price is AED 294
AED 759 total
includes taxes & fees
30 Jun - 1 Jul
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Smart TV, books, computer monitors

Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (35 reviews)
"Adorable, comfy, private & well appointed. Well cleared of snow for our arrival after a difficult snow/ice storm. Comfortable mattress was a bonus. We enjoyed our stay! "
United States
Amy M.
The price is AED 496
AED 1,132 total
includes taxes & fees
29 Jun - 30 Jun
Leesburg Hideaway- King Bed + Private Backyard
Property grounds

Charming Cabin in the Woods with River Access

Charming Cabin in the Woods with River Access
Shepherdstown
9.6 out of 10, Exceptional, (47 reviews)
"Loved the place and area."
United States
Steve R.
The price is AED 706
AED 1,232 total
includes taxes & fees
28 Jun - 29 Jun
Charming Cabin in the Woods with River Access
Property grounds

Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location

Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location
Harpers Ferry
7.4 out of 10, Good, (28 reviews)
"The inside was well done and clean. Even though the neighbors are close, they were quiet. My husband and I were able to relax in a comfortable setting."
United States
Melissa H.
The price is AED 575
AED 1,196 total
includes taxes & fees
7 Jul - 8 Jul
Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location
Smart TV, fireplace

Secluded Cabin a Stone's Throw From the A.T.!

Secluded Cabin a Stone's Throw From the A.T.!
Harpers Ferry
10.0 out of 10, Exceptional, (38 reviews)
"Great property to stay at. Very comfortable, quiet, and secluded. Would recommend this property to anyone. "
United States
Leonardf B.
The price is AED 426
AED 1,536 total
includes taxes & fees
7 Jul - 8 Jul
Secluded Cabin a Stone's Throw From the A.T.!
Interior

Bluemont home just minutes to wineries, breweries, hiking and more!

Bluemont home just minutes to wineries, breweries, hiking and more!
Bluemont
The price is AED 624
AED 1,472 total
includes taxes & fees
9 Jul - 10 Jul
Bluemont home just minutes to wineries, breweries, hiking and more!
Interior

Forest chalet w/ hot tub & BBQ grill

Forest chalet w/ hot tub & BBQ grill
Harpers Ferry
9.2 out of 10, Wonderful, (33 reviews)
"Very nice cabin. Close to Harpers Ferry. Comfortable"
United States
Dianne A.
The price is AED 675
AED 1,174 total
includes taxes & fees
28 Jun - 29 Jun
Forest chalet w/ hot tub & BBQ grill
Exterior detail

Silo Tiny House Cabin

Silo Tiny House Cabin
Harpers Ferry
8.4 out of 10, Very Good, (23 reviews)
"My adult daughter and I stayed for one night just to get away very cute and quaintA little chilly sleeping even with the heater onOverall, just what we expected"
United States
Shari P.
The price is AED 716
AED 1,174 total
includes taxes & fees
15 Jul - 16 Jul
Silo Tiny House Cabin
Outdoor dining

3BR cabin w/ hot tub & game room

3BR cabin w/ hot tub & game room
Harpers Ferry
9.0 out of 10, Wonderful, (65 reviews)
"While there was something left to be desired by the kitchen utensils and cookware, this place is located off the beaten path in a beautiful mountainside area. Definitely worth the price. Just bring your own pot holders and pizza cutter if you plan on having pizza lol. "
United States
Tyrell O.
The price is AED 776
AED 1,367 total
includes taxes & fees
22 Jul - 23 Jul
3BR cabin w/ hot tub & game room
Interior

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
Harpers Ferry
9.2 out of 10, Wonderful, (37 reviews)
"We loved our stay, very cozy "
United States
Scot G.
The price is AED 496
AED 859 total
includes taxes & fees
1 Jul - 2 Jul
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
Outdoor spa tub

Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (24 reviews)
"Great view, very secluded"
United States
Matt s.
The price is AED 529
AED 1,620 total
includes taxes & fees
1 Jul - 2 Jul
Cottage w/ Hot Tub and 100-Mile Valley Views!
Property grounds

Mountain Cabin in the Woods, Near Wineries & More!

Mountain Cabin in the Woods, Near Wineries & More!
Harpers Ferry
8.8 out of 10, Excellent, (33 reviews)
"House was cute with a great location! Very comfortable and host was very responsive!"
United States
Lisa P.
The price is AED 562
AED 957 total
includes taxes & fees
6 Jul - 7 Jul
Mountain Cabin in the Woods, Near Wineries & More!
Exterior

Custom Train-Themed Lodge on 7 Private Acres with Walking Trails

Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
Martinsburg
9.8 out of 10, Exceptional, (24 reviews)
"Host was super nice and location was pretty. "
United States
Kimberly B.
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
Exterior

Charming "Cream of the Crop" Cape ~❤️of Middletown

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (147 reviews)
"An absolutely charming getaway spot tucked in a small town with trendy shops and eateries. Our host gave fabulous recommendations and the property was spotless, cozy and well equipped for the perfect weekend getaway."
United States
Jennifer P.
The price is AED 569
AED 1,187 total
includes taxes & fees
11 Jul - 12 Jul
Charming "Cream of the Crop" Cape ~❤️of Middletown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hillsboro Hotel Reviews

Red Roof Inn Leesburg, VA

Red Roof Inn Leesburg, VA

10/10 Excellent
"We were very happy with our stay . Newly renovated rooms, comfy bed , and every single front end person was friendly . It’s rare to find that. I’d stay again. Pretty flowers out front in pots were nicely taken care of and added a nice touch for someone like me that likes flowers. We didn’t need an elevator , but just so others know there is not one but im 100% certain thr front desk would help You"
Sayuri 2-night trip
Posted 3 hours ago
Red Roof Inn Leesburg, VA

Frequently asked questions

Can I find vacation rentals in Hillsboro?

Yes, there are vacation rentals near popular points of interest in Hillsboro, or you can choose a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Hillsboro?

Walk to Harpers Ferry! Dog-friendly. Beautiful Views.: Visitors like this Hillsboro vacation home rental. It offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Hillsboro?

Explore the area and family-friendly sights such as Blue Ridge Regional Park, or get out into nature at a spot like Shenandoah Lake Beach. In the larger area, you’ll find Doukenie Winery and Breaux Vineyards.

What are vacation rentals like in Hillsboro?

Vacation rentals are private accommodations you can stay in for a few days or a quick weekend in Hillsboro. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip or a small group gathering.